About Us! - Capt. Philip G. Chalker
Wayward Sailor by definition:
"In search of one's own destiny"

"I've been sailing the Bahamas and the Caribbean for 30+ years," exclaims Capt. Phil. "Mother, Mother Ocean"("A Pirate Looks at 40" by Jimmy Buffet) could be about my life!"

"I've gone out with Capt. Phil every vacation for the past seven years and he always has his enthusiasm for sailing and love of the sea."
M.R., South Glasbury, MA.

He shares his admiration and respect of the sea with guests aboard his day sail charters, snorkeling with the guests every trip, free diving and pointing out unusual sea life, telling stories of their habits and quirks.

"On the Rock" and "Why do we sail?", stories about Capt. Phil by Allison Smith

This sailor also has a spiritual side. As an ordained minister, he performs weddings, vow renewals and other ceremonies on board the Wayward Sailor, on remote beaches and other St. John venues.


Capt. Phil Chalker is a 100 ton master licensed by the U.S. Coast Guard. As a licensed captain and marine naturalist, Capt. Phil combines his knowledge of the sea and marine life for an unforgettable sailing and snorkeling experience.

Capt. Phil's charters emphasize the environment, snorkeling and family fun. His charters are not about bar-hopping or "booze cruising"!

He enjoys a well-earned reputation as an excellent captain and has been voted "Best of the USVI" for many years. He is praised on online forums and has a host of guests who return year after year to sail and snorkel with Capt. Phil, his Wayward Sailor "family".

He began his ocean going career in the salvage diving business, then switched to scuba diving charters in Haiti and the Bahamas for fifteen years, cruising the Caribbean at every opportunity, usually single-handedly, in all kinds of weather from South America to the Virgin Islands.

He's worked on a few movies including "Jaws" in the Bahamas and the popular television series of the mid-sixties, "Sea Hunt".


Capt. Phil Chalker
PO Box 37
St. John, VI 00831-0037
(340) 473-9705
Email Capt. Phil